Dog Sitting Holliston

Book a Holliston dog sitter to watch your dog in your sitter’s home or yours.

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Over 56
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Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Brianna s.
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Brianna s.
$28
total per visit
1 year of experience
Natick, MA, 01760

About: Im not able to have a dog/cat of my own so id love to give all my love to yours!! Im 19 years old and work in the beauty industry part time but i’ve always had a special place in my heart for animals! Puppies-medium dogs and cats are what i’m especially comfortable with! Im working part time in newton from 1pm-9pm T,W,T and available Friday evenings, All day Saturdays, All day Sundays, All day Mondays! Can squeeze in T,W,T mornings if needed! I have a very cautious personality and am good at following rules so any specifications about your pet i’ll be on it! I’m a super caring and bubbly person and will treat your pet with the most love, care, and fun as possible!!

Sitter Profile Image: Elsa S.
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Elsa S.
$28
total per visit
1 repeat client
30 years of experience
Milford, MA, 01757

About: Lifelong animal lover and wildlife rescuer, here for you and your pets About: I've cared for animals my whole life: dogs, cats, birds, lizards, and fish. I'm the person friends, family, and neighbors call when they need someone they trust with their pets, for walks, feeding, playtime, or just good company. I'm also the one who stops for hurt wildlife and brings them to the Tufts wildlife rehab clinic, so I stay calm in unexpected situations and I'm comfortable with animals of every temperament. I have a flexible daytime schedule, which means I'm available for weekday walks, drop-in visits, and day care. Your pet gets real attention plus plenty of updates and photos while you're away. I treat every animal like my own. I have a large yard where dogs get plenty of supervised outdoor time, plus a dog park just a 3-minute walk away for extra play and socializing. Dogs are never left unattended outside, and I keep a close eye on every pup in my care.

Sitter Profile Image: Amanda B.
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Amanda B.
$39
total per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
15 years of experience
Ashland, MA, 01721

About: Hi there! I'm Amanda, and I'm a 43 year old lifelong animal lover & animal behavior nerd, that has been providing occasional petsitting and housesitting for friends and community for about 15 years in the metro Boston, Atlanta, & Asheville areas, and now petsit full time for cats, dogs, and small animals. I even have experience working at an animal hospital assisting veterinary technicians and doctors with testing, medication, grooming, first aid, and general care! I grew up with a Siberian husky, fish, and guinea pig, along with family that bred rottweilers, and have done rescue work and fostering with husky, malamute, and pug rescue groups, as well as sitting for dog breeds ranging from rescued pit bull terriers, to award winning toy, miniature, & standard show poodle breeders, to paraplegic rescue mutts, to great danes trained as mobility service dogs, so I have extensive experience with dogs of all sizes, activity ranges, and temperaments. As a huge nature lover and avid hiker, I'm always delighted to take your pup (or kitty, if leash trained!) on woodsy walks daily! While I am not a certified trainer, I'm familiar with many training methods and understand daily training needs as well, so I'm very happy to assist and continue with training during sits, whatever furry, feathered, or scaley species your babies may be! Cats are an absolute joy I've come to adore, having lived with many over the past 15 years, and recently gotten to live with and help raise a tiny kitten for the first time! I've worked with diabetic cats, giving daily injections, as well as numerous cats & dogs with various oral medication and special mobility needs, so I'm comfortable with all sorts of special needs furbabies. Over the years I've been fortunate to learn so much more deeply about and work with small pets like rabbits and guinea pigs, and love caring for these gentle creatures. I have some experience living with and caring for chickens, parrots, snakes, and lizards as well. While avian and reptile care is still somewhat newer to me, I've developed quick rapport with the few snakes, lizards, and parrots I've had the pleasure of meeting and caring for over the years! I have minimal experience with horses and livestock animals, but I do have some and very willing and excited to learn more. I do have a couple minor physical limitations due to lower back problems; I have medical restrictions on lifting over 20 lbs or working bent over for long periods, so despite my active lifestyle, I am unfortunately unable to work with animals over that weight limit that need to be lifted, carry large bags of food, litter, etc. I am totally able to break down bags of food/litter and moving them in smaller containers though, and do normal household chores like trash, laundry, and cleaning without any issues. As I haven't used Rover a whole lot for my work, I can also link you to my Trusted Housesitters profile via message to see my many 5 star reviews from other pet parents! I am currently petsitting full time. I do occasionally pick up some additional work, however the hours are on my own time and completely flexible, so my schedule can be fully adjusted to the needs of your pets and home. I LOVE house sits, especially long ones, and working with pets where they're most comfortable, and am willing to travel for extended sits! I also have extensive gardening and general basic home maintenance experience, so am happy to care for your home & garden during house sits. I currently offer full time, professional, highly experienced pet-sitting in my clients' homes, and have no pets of my own (my previous career unfortunately just wasn't suitable). I will happily walk your pup (or kitty! Or ferret, or iguana, you name it!) a few times a day, including longer walks and hikes if desired, and plenty of cuddles and playtime. I have considerable dog training experience, so can offer some continued training support if there is anything you're working on as well.

Sitter Profile Image: Abril R.
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Abril R.
$34
total per visit
7 years of experience
Framingham, MA, 01702

About: Been in the animal industry for 6+ years working at a shelter, pet clinic and hospitals, vet diagnostics lab and now with lab animals. I have vast knowledge of medical care and being in the lab field, I will be attentive to my clients and can take care of any special request. I have flexible availability for drop in visits and dog walking. I work overnights, and I am also a college student so I’m focusing on mainly drop in visits and dog walking for your needs: I have availability after work (in the mornings after 9am). Weekend time varies and have more flexible availability Unavailable for sitting in my house at the moment due to personal pets. Future consideration is pending for future request after gaining more app experience/knowledge.

Sitter Profile Image: Stella R.
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Stella R.
$23
total per visit
5.0 out of 5 stars
• 14 reviews
3 repeat clients
8 years of experience
Hopkinton, MA, 01748

About: I have lots of experience with dogs, and I am passionate about making sure they’re happy and well cared for. I have two dogs at home, 4 and 7, whom I love very dearly. I regularly do dog walks and have experience with overnight stays for one or two dogs at a time. I’m comfortable walking and caring for dogs of all sizes. Although my schedule varies, pet care is something I truly prioritize. I often dog-sit and walk dogs during my free time, allowing me to be flexible while still providing attentive, loving care. In my home, I create a safe and comfortable environment for pets, with plenty of space to play and relax. I ensure they have access to fresh water, toys, and cozy spots to rest. In my clients' homes, I prioritize their pets' comfort and follow any specific instructions provided. I maintain a clean and secure space, offer companionship, and keep them engaged with playtime and exercise. Whether in my home or yours, I treat every pet with love and attention to ensure they feel at ease.

Sitter Profile Image: Jacqueline F.
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Jacqueline F.
Star Sitter
$56
total per visit
4.9 out of 5 stars
• 105 reviews
48 repeat clients
20 years of experience
Hopkinton, MA, 01748

About: With over 20 years of experience caring for a wide variety of dog breeds both personally and professionally. I bring deep knowledge, patience, and heartfelt dedication to every pup I meet. My love for dogs runs deep, and I always strive to make each one feel safe, loved, and truly at home. Whether it's energetic playtime, long walks, or cozy cuddle sessions, I tailor my care to each dog’s unique needs and personality. Your furry family member will be treated like one of my own with compassion, consistency, and lots of belly rubs! Providing the best care possible isn’t just my job, it’s my passion and my priority. I currently work from home, which allows me to give dogs plenty of time, attention, and care throughout the day. I’m also supported by my two mature and responsible children, who have hands-on experience with dog-sitting, walking, and even cat care. They fully understand the responsibilities that come with caring for animals and love being involved. With our home full of warmth and care, your pet will feel like part of the family. We live in a wonderful, dog-friendly neighborhood that’s known as one of the safest in Massachusetts. Our area is peaceful, welcoming, and perfect for regular walks, with nearby dog parks and friendly neighbors. I have all the necessary dog-walking supplies on hand, and as an active, athletic family, we love spending time outdoors. Your dog will enjoy plenty of fresh air, exercise, and outdoor play always in a safe and stimulating environment.

Sitter Profile Image: Minda M.
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Minda M.
$30
total per visit
5.0 out of 5 stars
• 15 reviews
6 repeat clients
15 years of experience
Bellingham, MA, 02019

About: Hi! I live in Arvada and love watching dogs! Dogs naturally listen to me well and I've been watching and taking care of dogs for over 14 years and currently don’t have my own. I grew up in the Front Range and recently moved back from Seattle. I'd love to take the dogs out to the park, hiking, running, or just to the dog park. I currently am staying with family so I’m able to house sit but not yet host doggos :-) I can’t wait until I can! I work on Tues, Thurs, and Fri and I’m able to come home before and after work on those days and my Mon and Weds allows flexibility to take care of your pups! Otherwise we are on walks and getting outside rain or shine! I can easily crate your dog if needed. We take frequent outdoor breaks and I never mind going outside. Currently I’m able to stay at the owners home to provide an easy experience for the pups.

Sitter Profile Image: Lyndsey & Evan L.
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Lyndsey & Evan L.
Star Sitter
$45
total per visit
5.0 out of 5 stars
• 32 reviews
8 repeat clients
2 years of experience
Walpole, MA, 02081

About: I have had dogs my entire life. I’m the proud owner of a golden. We walk 3-4 miles a day in the woods behind my house. My cousin has my dogs sister and we have weekly play dates to keep them together! My sister also has an American bully and I love breed! He often comes over for sleep overs and he is my best running buddy! Pet care is extremely important to me! I start my day with play time and long walks! I also think it is very important to keep my dog socialized I put her in daycare once a week to keep her comfortable with all dogs. My day always end with play time typically fetch outside and snuggles on the couch! My dog Rollie is my best friend. I work from home 2 days a week and either my husband or I are home early the other days. This allows for a lot of working from the deck sitting in the sun! I know how important it is to trust the person caring for your pet. I would love to set up a meet and greet so we can all get to know each other. Looking forward to adding a friend for Rollie on our nature walks!

Sitter Profile Image: Eleanor G.
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Eleanor G.
$19
total per visit
5.0 out of 5 stars
• 4 reviews
10 years of experience
Framingham, MA, 01701

About: I’ve had cats and dogs since I was born. Caring for my furry family has been a part of my life ever since. I helped care for my dogs when they got up there in age. I’m familiar with medicating my own pets and can surely learn your routine too. I’m currently home for school for the summer so I have most days completely free. I’m also one of the main carers for my two furry siblings while I’m home. I’m used to giving pills even if the pet won’t take a pill pocket (my cat won’t either). Rain or shine I’ll take your pet on a walk. Just let me know where the leashes are!

Sitter Profile Image: Taylor A.
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Taylor A.
$23
total per visit
3 years of experience
Blackstone, MA, 01504

About: i have had dogs my whole life, i work at a vet and am an aspiring vet tech! i love to be around animals and tend to get along well with them! i work everyday except for sunday monday and Wednesday! any of those days id be happy to walk your pup or after 3pm other days! i have 2 dogs at home but would prefer to take care of your dog in your home as i do have 1 reactive dog in my home!

Sitter Profile Image: Caitlin L.
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Caitlin L.
$28
total per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
6 years of experience
Walpole, MA, 02081

“Caitlin is terrific with our pups! They love her! She takes good care of them and definitely shows them lots of love and attention.”

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Diane P.
Sitter Profile Image: Avery G.
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Avery G.
$28
total per visit
10 years of experience
Ashland, MA, 01721

About: I am a reliable dog sitter with lifelong caring experience for dogs. I grew up with two dogs, so I understand routines, behavior, and different personalities. I’m comfortable with all kinds of dogs and will always provide loving attention and care. I treat every dog like my own and will keep owners always updated. I work part-time at a restaurant, which gives me a flexible schedule with strong availability on weekday mornings and early afternoons for fun time with your Pup/Dog! I will prioritize safety by following your dogs routine, keeping your environment secure and giving them needed and loving attention and care at all times!

Sitter Profile Image: Jill R.
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Jill R.
$34
total per visit
15 years of experience
Millis, MA, 02054

About: I have been doing Rover for some time now and am available for all your dog's needs. I enjoy staying active and cannot imagine a more enjoyable day than spending it playing with a pup! I have a lot of experience caring for my own dog as well as other people's. When I lived in Boston, I used to run play groups with up to seven large dogs at a time and I'd take them all to the park in a van (seen in many of my photos.) I have handled all sorts of different dogs and have experience in behavioral training as well. I understand that your dog is your baby and will care for them as if they were my own! My work hours are flexible at the moment so I will have plenty of time and space to care for your pup. I also work nearby right in Medway. I am very respectful of my client's homes. I make sure to only do as instructed. I have been trusted with keys and codes for many different homes and I am always careful to honor that trust. I was in childcare for 8 years as well so I understand how to look after people's children with kindness. Your dog will have play time and attention for my entire visit.

Sitter Profile Image: Xiaoxue D.
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Xiaoxue D.
$36
total per visit
5.0 out of 5 stars
• 72 reviews
19 repeat clients
15 years of experience
Sudbury, MA, 01776

“Xiaoxue was great with our two dogs. She came to meet them and was very thorough on learning what they needed. The pictures and rover card were great to get. Highly recommend!”

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Robin C.
Sitter Profile Image: McKenzie L.
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McKenzie L.
$28
total per visit
12 years of experience
Hopkinton, MA, 01748

About: I trained and cared for my beloved yellow lab for 12 years, as well as caring for neighbors dogs when they went away on vacation. I’m comfortable with all dog breeds and will treat your dog as my own! I do social media from home so your dog will never be alone. I always get a long daily walk in around afternoon / dinner time. I have a big front and backyard to run around. I also have no other animals so no problem if your dog doesn’t do well with other dogs!

Sitter Profile Image: Halle C.
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Halle C.
$39
total per visit
5.0 out of 5 stars
• 11 reviews
4 repeat clients
7 years of experience
Bellingham, MA, 02019

About: Pet Care Experience: I’ve been raised with dogs my entire life, and I also have three years of hands-on experience at a doggie boarding and daycare facility. I’m comfortable working with dogs of all types, from reactive dogs to high-energy pups. I understand the importance of positive reinforcement and am experienced in meeting the dietary and exercise needs of dogs. What Sets Me Apart: What truly sets me apart is my genuine compassion for animals. I offer a personalized experience, whether it’s hiking to burn off energy, providing calm and comfort for reactive dogs, or ensuring senior pups get the special care they need. My expertise in stimulating high-energy dogs and my knowledge of their specific needs makes me the perfect choice for your dog’s next adventure or stay! Pet care is an integral part of my daily routine. I make sure to schedule time for walks, play sessions, and one-on-one attention for each animal I care for. Whether it’s getting up early to take a dog on a hike or spending extra time with a shy cat to build trust, I always prioritize their needs. I’m flexible and able to adapt to different schedules, ensuring pets get the love and care they deserve, no matter what else is going on in my day. In my home, I create a comfortable, pet-friendly environment where animals can thrive. For dogs, that means daily hikes, interactive play sessions, and plenty of cuddle time. I make sure each dog gets the exercise and attention they need to feel happy and secure. For cats, I adjust the atmosphere to their personality—whether it’s quiet, cozy space for a shy cat or active playtime to keep a kitten entertained. I’m also experienced with dietary needs, allergies, and administering medications if necessary. When caring for pets in your home, I treat it as an extension of my own. I make sure their routines are kept intact, from feeding schedules to favorite activities. I believe in providing consistent care that allows them to feel safe and comfortable, just as they would in their own home. Whether it’s a dog who loves to hike or a cat who needs extra TLC, I’m committed to offering personalized care tailored to each pet’s needs. I’m also skilled at handling reactive animals, training, and ensuring each pet’s emotional well-being is prioritized. My years of experience with both kittens and senior cats, combined with my ability to train and manage high-energy dogs, makes me stand out. I’m not just a pet sitter—I’m a pet caretaker who goes above and beyond to ensure your pets are happy, healthy, and loved while you’re away.

Sitter Profile Image: Amanda B.
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Amanda B.
$39
total per visit
5.0 out of 5 stars
• 27 reviews
7 repeat clients
4 years of experience
Medfield, MA, 02052

About: Hello! I'm Amanda Renee - a life long animal lover with hands on pet care experience. From energetic puppies to senior cats who need a little extra TLC, I’ve cared for pets of all ages, temperaments, and sizes. Whether it’s daily walks, overnight stays, or medication administration, I’m here to make sure your pet feels safe, loved, and well cared for while you’re away. I like to meet with pet parents before hand so I can get to know the pet parent(s) and pet. I love to send updates to pet parents with pictures and stories of our time together. I stick to pet routines so it eases any separation anxiety. I am super comfortable administering medications if needed. Lots of experience with thunderstorm anxiety. I'm super in tune with dog needs like a mother is with a baby. Animals are therapeutic and I enjoy spending time with them. Your babies are as precious to me as they are to you! Let’s chat to see if I’d be a good fit for your furry family member. I’d love to meet you and your pet! -Sticking to pet routines -Making the pet feel at home -Bathroom breaks -Walking/Dog parks -Cleaning/Grooming -Update texts -Pick up/Drop off -Administer medication(s) -Allow sleeping in the bed I have open availability. I'm taking time off from corporate job and could use a good partner for all the walking and adventures I'm getting into. I care for pets as if they were my human children. Okay, actually like a King or Queen. I'll just be happy to have a friend to hang out with.

Sitter Profile Image: Hillary L.
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Hillary L.
$23
total per visit
5.0 out of 5 stars
• 3 reviews
7 years of experience
Marlborough, MA, 01752

About: I have been taking care of our bull dogs for seven years now. We adopt and had three before our oldest recently passed away. Bull dogs provide quite a bit of high maintenance care such as cleaning all folds multiple times a day, tail pockets, monitoring skin for yeast or allergies and of course… wiping butts after potty time. At least two walks or forms of exercise a day to keep them in shape for their health and breathing issues; if you see my babies photos, they are in super shape! So caring for three I feel shows my love, responsibility, managing skills and understanding of how to properly and lovingly care for pets. For many years now, I have also cared for a variety of my family members dogs and cats, whether that involves feeding, walking/ exercise, over nights, and loving attention. I am Corporate Life Coach & Counselor so I have a flexible schedule that I make myself, in a variety of towns in Massachusetts ( which is why my radius is so big) I also have a rental house in Dennisport MA, so providing pet care in the Cape is an option too! I love my fur-babies and providing love, exercise and quality time is what your pet deserves too! I will be providing services at your household, so any and all safety protocol will be provided that suits you and your pet to the fullest!

Sitter Profile Image: Wael G.
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Wael G.
$50
total per visit
5 years of experience
Ashland, MA, 01721

About: I owe dogs for more than 10 years and I am confident with playing with them and building trust and funny environment! I love dogs! I can serve two per day on the time being but may be in future having some arrangements to accommodate more within the day and the weekend. We clean our house and yard. Safety first, mowe the lawn on weekly basis. pet boarding, dog walking, and pet sitting required momently monitoring their moves and directions and the pet feels welcome and easy to follow up with basic orders. Safety around and fir my family members are also included.

Sitter Profile Image: Bianca W.
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Bianca W.
Star Sitter
$29
total per visit
5.0 out of 5 stars
• 14 reviews
5 repeat clients
16 years of experience
Waltham, MA, 02451

“Bianca was really friendly to our kitties. She spent good time with them and kept the place clean. Will recommend to everybody!”

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The median cost per visit for dog sitting in Holliston is $25

Dog parents share their Rover experiences - Holliston

1 / 1
5.0 out of 5 stars

Lauren is literally the best person we could have ever hired for our doggy check ins! She comes by a few times throughout the week and gives her some love and playtime. It’s made such a big positive difference in our dogs demeanor and happiness! Lauren is very reliable and flexible as well

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Chris C.
Drop-In Visits
5.0 out of 5 stars

Becki is awesome with Lucy! She can be super stubborn, but Becki is so patient and knows exactly how to handle her. Lucy loved her, and we always felt totally comfortable knowing she’s in great hands. Highly recommend!

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Abbie H.
Drop-In Visits
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FAQs for Dog Sitting - Holliston

Frequently asked questions about Rover

The average cost of Dog Sitting in Holliston is $28 per visit as of October 2026. Most bookings cost between $20 and $33 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 10,635 sitters on Rover offering Dog Sitting across Holliston. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Holliston choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Holliston with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Holliston. On Rover:

  • 85% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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